Synthesis of isothiazoles
A Rh-catalyzed transannulation of 1,2,3-thiadiazoles with alkyl, aryl, and heteroaryl nitriles provides a wide variety of isothiazoles via an α-thiavinyl Rh-carbenoid intermediate.
B. Seo, Y. G. Kim, P. H. Lee, Org. Lett., 2016, 18, 5050-5053.
An operationally simple and user-friendly synthesis of 3,5-disubstituted/annulated isothiazoles from β-ketodithioesters/β-ketothioamides and NH4OAc via C=O/C=S bond functionalization under metal- and catalyst-free conditions. The carbon-economic [4 + 1] annulation relies on a sequential imine formation/cyclization/aerial oxidation cascade forming consecutive C-N and S-N bonds in one pot.
G. Shukla, A. Srivastava, M. S. Singh, Org. Lett., 2016, 18, 2451-2454.